To be able to provide you with correct info, can you share which countries you'll be visiting in the Caribbean? With regard to the SIM, it can be shipped to an address in the U.S. or you can pick one up at a store near the airport you'll be arriving at. I think you may find this helpful.
Thanks for the reply. Basically I will be in Florida once or twice a week for a period of 6 months at the time. Other times I will be traveling to countries like Mexico, Bahamas, Belize, Cayman Island, Puerto Rico...
The rest of the year I will be in Europe.
So I was looking for a prepaid plan with a phone with mostly data that I can use for those 6 months.
Thanks so much for getting back to me! Now knowing a bit more of your travel plans, we may not be the best fit for you as the majority of your usage must be on the T-Mobile network within the U.S. With that being said, if you still choose to use T-Mobile, you can take a look at the T-Mobile ONE prepaid plan here and the international roaming rates for the countries you'll be visiting here.